Geranyl propionate

Details

• Internal ID: 5e3634f6-3f70-4a5c-9f4b-7bdddcee1b3a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [(2E)-3,7-dimethylocta-2,6-dienyl] propanoate
• SMILES (Canonical): CCC(=O)OCC=C(C)CCC=C(C)C
• SMILES (Isomeric): CCC(=O)OC/C=C(\C)/CCC=C(C)C
• InChI: InChI=1S/C13H22O2/c1-5-13(14)15-10-9-12(4)8-6-7-11(2)3/h7,9H,5-6,8,10H2,1-4H3/b12-9+
• InChI Key: BYCHQEILESTMQU-FMIVXFBMSA-N
• Popularity: 52 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₂
• Molecular Weight: 210.31 g/mol
• Exact Mass: 210.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 105-90-8
• Geranyl propanoate
• FEMA No. 2517
• Geranyl propionate (natural)
• Propionic acid, geranyl ester
• 2,6-OCTADIEN-1-OL, 3,7-DIMETHYL-, PROPANOATE, (E)-
• 2,6-Octadien-1-ol, 3,7-dimethyl-, propionate, (E)-
• 2,6-Octadien-1-ol, 3,7-dimethyl-, propanoate, (2E)-
• EINECS 203-344-1
• (E)-3,7-Dimethyl-2,6-octadien-1-ol propionate
• [(2E)-3,7-dimethylocta-2,6-dienyl] propanoate
• UNII-U9F1RPB24G
• U9F1RPB24G
• AI3-24355
• 2,6-Octadien-1-ol, 3,7-dimethyl-, 1-propanoate, (2E)-
• DTXSID8051540
• 3,7-Dimethyl-2,6-octadienyl propanoate, (E)-
• 3,7-Dimethyl-2,6-octadienyl propionate, (E)-
• trans-3,7-Dimethyl-2,6-octadien-1-yl propionate
• 3,7-Dimethyl-2,6-octadien-1-yl propanoate, trans-
• NSC 46138
• (E)-3,7-Dimethyl-2,6-octadienyl propionate
• 3,7-Dimethyl-2,6-octadien-1-yl, propanoate
• WE(8:2(2E,6E)(3Me,7Me)/3:0)
• geranylpropionat-
• 2,6-Octadien-1-ol, 3,7-dimethyl-, propanoate
• Propionic acid, geranyl ester (6CI)
• geranyl-n-propanoate
• Geranyl n-propanoate
• Geranyl n-propionate
• Geranyl propionate, natural
• SCHEMBL356536
• SCHEMBL356537
• DTXCID9030092
• GERANYL PROPIONATE [FCC]
• 2, 3,7-dimethyl-, propanoate
• 3,6-octadien-1-yl, propanoate
• GERANYL PROPIONATE [FHFI]
• BYCHQEILESTMQU-FMIVXFBMSA-N
• NSC46138
• Tox21_303994
• LMFA07010614
• NSC-46138
• AKOS024319239
• Geranyl propionate, >95%, FCC, FG
• LS-2773
• NCGC00357214-01
• CAS-105-90-8
• Geranyl propionate, natural, >=95%, FG
• 3,7-dimethyl-2,6-octadien-1-yl propionate
• (2E)-3,7-Dimethyl-2,6-octadienyl propionate
• D96011
• trans-3,7-Dimethyl-2,6-Octadienyl propionate
• (2E)-3,7-dimethylocta-2,6-dien-1-yl propanoate
• (E)-3,7-Dimethyl-2,6-octadien-1-ol propanoate
• Propionic acid 3,7-dimethyl-2,6-octadienyl ester
• J-001499
• J-525003
• Trans-3,7-dimethyl-octa-2,6-dien-1-yl propanoate
• Q10869283
• propanoic acid trans-3,7-dimethyl-oct-2,6-dien-1-ylester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.9399	93.99%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5488	54.88%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9359	93.59%
OATP1B3 inhibitior	+	0.9094	90.94%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6461	64.61%
P-glycoprotein inhibitior	-	0.9685	96.85%
P-glycoprotein substrate	-	0.9579	95.79%
CYP3A4 substrate	-	0.5473	54.73%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8708	87.08%
CYP3A4 inhibition	-	0.9267	92.67%
CYP2C9 inhibition	-	0.9105	91.05%
CYP2C19 inhibition	-	0.8736	87.36%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	-	0.6823	68.23%
CYP2C8 inhibition	-	0.9103	91.03%
CYP inhibitory promiscuity	-	0.6530	65.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.5336	53.36%
Eye corrosion	+	0.7056	70.56%
Eye irritation	+	0.9368	93.68%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9912	99.12%
Ames mutagenesis	-	0.7778	77.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.6352	63.52%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5927	59.27%
skin sensitisation	-	0.6074	60.74%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	1.0000	100.00%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	IV	0.4928	49.28%
Estrogen receptor binding	-	0.8742	87.42%
Androgen receptor binding	-	0.8848	88.48%
Thyroid receptor binding	-	0.8405	84.05%
Glucocorticoid receptor binding	-	0.6989	69.89%
Aromatase binding	-	0.8489	84.89%
PPAR gamma	-	0.7587	75.87%
Honey bee toxicity	-	0.8886	88.86%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9876	98.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.47%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.31%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.09%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.92%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	84.62%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.67%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.43%	94.33%
CHEMBL2581	P07339	Cathepsin D	81.42%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.00%	94.73%

Plants that contains it

• Achillea ptarmica
• Aloysia citrodora
• Angelica dahurica
• Artemisia arborescens
• Athamanta macedonica
• Bellis perennis
• Citrus maxima
• Cryptomeria japonica
• Lantana camara
• Nepeta nepetella
• Origanum syriacum
• Pelargonium quercifolium
• Thymus camphoratus
• Thymus funkii
• Thymus willkommii
• Vitis rotundifolia
• Zingiber officinale

Cross-Links

• PubChem: 5355853
• NPASS: NPC103671
• LOTUS: LTS0094058
• wikiData: Q10869283